57606-77-6Relevant academic research and scientific papers
Stereoselective electrophile-induced mono- and bis-cyclisation-fragmentation reactions of alkenyl oxime O-allyl and O-benzyl ethers. Synthesis of dihydropinidine
Ali Dondas,Grigg, Ronald,Markandu, Jasothara,Perrior, Trevor,Suzuki, Tekka,Thibault, Sylvie,Anthony Thomas,Thornton-Pett, Mark
, p. 161 - 173 (2007/10/03)
Phenylseleny bromide-induced cyclisation of γ- and δ-unsaturated aldoxime and ketoxime O-allyl and O-benzyl ethers is followed by a slow fragmentation of the resultant oxyiminium ions furnishing cyclic iminium salts which are readily reduced to pyrrolidines, piperidines or tetrahydroisoquinolines by sodium borohydride; dialkenyl oximes yield indolizidines and quinolizidines by an analogous sequence terminating in a mercury(II)-induced cyclisation.
Intramolecular Diels-Alder Reaction of 2-Cyano-1-aza-1,3-butadienes
Sisti, Nicholas J.,Zeller, Emmanuel,Grierson, David S.,Fowler, Frank W.
, p. 2093 - 2097 (2007/10/03)
It has been demonstrated that a 2-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels-Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.
